0 days on market
$270,000
3304 Winchester Dr
Portsmouth, Virginia 23707
MLS# 10638256 · WESTHAVEN PARK · Portsmouth VA
Updated Jun 8, 2026 · Source: REIN MLS
Est. payment
$1,693/mo
Edit below
Price / sq ft
$224
1,208 sq ft
Days on market
0
New listing
HOA
None
Year built
1941
85 yrs old
Beds
4
Full Baths
2
Half Baths
0
Sq Ft
1,208
Garage
No
About this home
This beautiful 4 bedroom 2 bathroom home is waiting for you! Newley renovated with in the last few years. This home has great bones and has a excellent floor plan.Granite countertops, newer stainless steel appliances, classic white shaker cabinets and a tiled backsplash. Freshly painted interior and newer LVP flooring throughout. Washer and Dryer covey. You will love this home it does not disappoint.
Listed by Kristin Horne · CoastalVA Realty Inc.
VaHome Team property overview
A four-bedroom, two-bath home built in 1941 in Portsmouth, Virginia, sitting just five minutes from both Naval Medical Center Portsmouth and Norfolk Naval Shipyard. At 1,208 square feet, it packs solid everyday convenience into a compact, well-located package.
Read full property overview ↓Show less ↑
Why this home stands out
What sets 3304 Winchester Drive apart is its rare dual-base proximity — both Naval Medical Center Portsmouth and Norfolk Naval Shipyard are a five-minute drive away, which is genuinely hard to beat in this price tier. Add a Walmart Supercenter, Chipotle, Dunkin', and Starbucks all within a third of a mile, and daily errands practically take care of themselves. Four bedrooms in a 1941-era home means character with real usable space.
WESTHAVEN PARK and the Portsmouth real estate market
Winchester Drive sits in a mature residential pocket of Portsmouth, Virginia — a city with deep military roots, a revitalized downtown waterfront, and a no-nonsense, community-first personality. The streets here are lined with mid-century homes that have aged into established, tree-shaded blocks where neighbors tend to stick around. Portsmouth occupies the southern bank of the Elizabeth River, directly across from Norfolk, giving residents easy access to two major metro job centers without paying big-city prices for it. The city is home to some of Hampton Roads' most storied institutions, and the presence of both Naval Medical Center Portsmouth and Norfolk Naval Shipyard gives the broader area a steady, service-oriented rhythm. Whether you're commuting in uniform or heading downtown to catch a show at the Commodore Theatre, Portsmouth rewards people who value authenticity over flash. The 3304 Winchester Drive neighborhood specifically benefits from walkable retail, nearby green space, and quick on-ramp access to I-264 for regional travel.
What's nearby
Everyday life runs smoothly from this address. The Walmart Supercenter is 0.3 miles away — close enough to make a quick run feel effortless. For a fast bite, Chipotle Mexican Grill, Taco Bell, and Dunkin' are all within 0.2 miles. Coffee is covered by both Dunkin' and Starbucks Coffee Company, plus a Wawa just 0.3 miles out. If you want to stay active, Sports Performance House and Zenya Yoga Studio & Yoga Academy offer two very different approaches to fitness, both within 0.3 miles. Green space is accessible too — Seaboard Square is 0.4 miles away, with Maplewood Park and Kinley Park rounding out your options within a mile.
For different buyers
For military families relocating
Five minutes to Naval Medical Center Portsmouth and five minutes to Norfolk Naval Shipyard — that kind of dual-base access is rare and genuinely valuable for military households managing unpredictable schedules. Four bedrooms give growing families room to breathe, and a VA loan can make the path to ownership here more straightforward than many expect. Portsmouth's military community is large and welcoming, so you'll likely already know someone on the block.
For first-time buyers
If you're stepping into homeownership for the first time, 3304 Winchester Drive offers a low-friction entry point. Four bedrooms give you flexibility — a home office, a guest room, or space for a growing household. The walkable retail corridor means you won't feel car-dependent for daily needs. And with a VA loan potentially in play, the financial picture can look very different than you might assume. This is the kind of home that lets you start building equity without overextending.
Frequently asked questions
How far is 3304 Winchester Drive from Naval Medical Center Portsmouth?
Naval Medical Center Portsmouth is approximately a five-minute drive from 3304 Winchester Drive, making it one of the closest residential options to the base in the area.
How far is 3304 Winchester Drive from Norfolk Naval Shipyard?
Norfolk Naval Shipyard is also about five minutes away, so households with personnel at either installation can realistically commute without significant drive time.
What is the flood zone status for 3304 Winchester Drive?
Flood zone information for this address is displayed in the FloodRisk tile on this page — check there for the current FEMA designation and any insurance implications.
Is there a garage or off-street parking at 3304 Winchester Drive?
Parking details for this property are best confirmed through current listing documents or a direct walkthrough, as configurations on mid-century Portsmouth homes vary by lot.
Does 3304 Winchester Drive have an HOA?
This property does not appear to be part of a mandatory HOA, though buyers should verify through title review and any applicable city records prior to closing.
Tom and Dariya Milan at LPT Realty know Portsmouth inside and out — reach out to get your questions answered and schedule a walkthrough of 3304 Winchester Drive.
Summary generated by AI from public records and publicly available information.
Location & Neighborhood
Places within ~1 mile, ordered by distance from this property. Powered by Google Places.
Flood Risk
Property Details
Bedrooms
4
Full Baths
2
Half Baths
0
Approx Sq Ft
1,208
Stories
2
Fireplaces
0
Flooring
Laminate/LVP
Heating
Cooling
Laundry
Interior Features
N/A
Appliances
Dishwasher, Disposal, Dryer, Microwave, Elec Range, Refrigerator, Washer
Sale & Tax History
List Price
$270,000
Price / Sq Ft
$224
Annual Taxes
$2,565
Monthly Tax
$214
HOA
None
Tax Rate (effective)
0.95%
Sale Timeline (this listing)
| Event | Date | Price | Detail |
|---|---|---|---|
| Listed | Jun 8, 2026 | $270,000 | — |
| Currently listed | — | $270,000 | — |
Public-Records Assessment
Source: City Assessor via Hampton Roads Regional Parcels. Fetched Jun 8, 2026.
Total Assessed
$206,860
Land
$51,710
Improvement
$155,150
Parcel ID: 03320760
Looking for multi-year tax assessments or prior sales? REIN MLS only ships data for the current listing. For full property history, check the city assessor record:
Tax data above from REIN public-records sync. Sale timeline tracked from this listing's first appearance in our feed forward; prior owner sales are not included.
Comparable Properties
Comps are selected by city, bed count, square footage and price proximity. Composite similarity score weights bed match, sqft variance, price variance, and straight-line distance.
About buying in Portsmouth
Homes for sale in Portsmouth, VA combine historic charm with the most affordable entry prices in Hampton Roads. Olde Towne Portsmouth (23704) features cobblestone streets and Federalist-era row houses overlooking the Elizabeth River, with active listings typically ranging $250K-$500K. Western Portsmouth's Churchland neighborhood (23703) offers larger suburban homes, top schools, and direct commutes to Norfolk Naval Shipyard. Park View (23707) and Cradock (23702) provide some of the most affordable single-family inventory in the region, often under $200K. Portsmouth's biggest employers are Norfolk Naval Shipyard (one of the largest ship-repair facilities in the country) and Naval Medical Center Portsmouth — Hampton Roads' largest military hospital. Active-duty military and shipyard families make up a significant share of buyers, and VA loan financing is common. Portsmouth Public Schools includes Churchland High, Manor High, and I.C. Norcom High; Churchland is consistently among the city's top-performing high schools. Buyers looking for waterfront views without Virginia Beach prices often find Portsmouth's Olde Towne and Hodges Ferry areas particularly attractive. Browse every active Portsmouth listing below, refreshed every 5 minutes from the REIN MLS.
Military Commute
Drive times to nearest basesDrive times via Google Maps with current traffic patterns. Times are typical and may vary by time of day. Use the "Analyze" button up top to see live drive time to your saved base.
Estimate your monthly payment
$1,693/moPrincipal & interest
$1,401
Property tax
$214
Home insurance
$79
PMI
None
HOA
None
Estimate only. Insurance assumed at 0.35% of home value annually. Actual taxes, insurance, and rate will vary by lender, credit, and property. Contact a lender for a personalized quote.
Listed by CoastalVA Realty Inc. · MLS# 10638256
Data provided by REIN MLS. Information deemed reliable but not guaranteed.
$270,000
3304 Winchester DR, PORTSMOUTH VA 23707
Portsmouth, Virginia 23707
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